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    07:53
    Sissy Maids Punishment
    Derek6699
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    Sissy Nipple Cow Chastity Nipple Pump Electro Pain
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    Sissy Nipple Cow Chastity Nipple Pump Electro Pain
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    A Day in Sissys Life. Daily BDSM Sex Slave Routine with Fuckslut Denise Humain.
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    A Day in Sissys Life. Daily BDSM Sex Slave Routine with Fuckslut Denise Humain.
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    Pain and Pleasure
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    Pain and Pleasure
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    Extreme Anal Insertion Two Foot Long XXL Anal Slink
    TheToxicTwins
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    Sissy training Extreme CBT electric shock cock pain bdsm
    iFetFuc
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    Another weekend - Same result, nipples hurt, asshole is destroyed, still i wish i dont had to do it by myself.
    14:21
    Another weekend - Same result, nipples hurt, asshole is destroyed, still i wish i dont had to do it by myself.
    Denise Humain
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    Trans Girl plays with an 18 cm Dildo for the first time, Moans from pain but ends up liking it Succubo16
    29:58
    Trans Girl plays with an 18 cm Dildo for the first time, Moans from pain but ends up liking it Succubo16
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    Icy Hot Wooden Pony Self Bondage Torture
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    Icy Hot Wooden Pony Self Bondage Torture
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    Gay Fat Asian Sissy Pain Slut Dancing
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    Gay Fat Asian Sissy Pain Slut Dancing
    JessicaLynn15
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    MyLolaTrav
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    Synnz & Mistress Cy "50 Shades of Fucked Up" Shemale Tattoo BDSM Kink Fuck Session (FULL RELEASE)
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    Cyanide Mistress Of Darkness
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    Let her feel what Nipple Pain means. Let her suffer to her limit while we smile at her.
    13:59
    Let her feel what Nipple Pain means. Let her suffer to her limit while we smile at her.
    Denise Humain
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    Daddy Loving Sissy Pain Slut Whipping
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    Daddy Loving Sissy Pain Slut Whipping
    JessicaLynn15
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    Painful Anal Training On My Sissy Bitch Outdoors with 8inch Dildo
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    Painful Anal Training On My Sissy Bitch Outdoors with 8inch Dildo
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    Kylie's prediciment
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    MissRose TS -Preview BBC GIANT XXXL Dildo Painal Moan Outdoors - Shemale Got Caught Anal Stretching - Big Cock Pumping M
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    MissRose TS -Preview BBC GIANT XXXL Dildo Painal Moan Outdoors - Shemale Got Caught Anal Stretching - Big Cock Pumping M
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    Belted sissy pain-slut
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    Belted sissy pain-slut
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    Transgender Slut Lilith Eclipse Fisting Herself and Playing With Her Asshole in a tiny Chastity Cage and Dark Pantyhose
    10:12
    Transgender Slut Lilith Eclipse Fisting Herself and Playing With Her Asshole in a tiny Chastity Cage and Dark Pantyhose
    Lilith_Eclipse
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    3 dildos, a crop, clothspins and a horny girl on a bed
    09:09
    3 dildos, a crop, clothspins and a horny girl on a bed
    Bambi Christa
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    got a new toy with electro shock and vibrating function
    08:24
    got a new toy with electro shock and vibrating function
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    Candle Wax & Chastity Go Together like PB & Jelly
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    Candle Wax & Chastity Go Together like PB & Jelly
    MJ
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    BDSM TS Sissy Slave Orgasmic Compilation - Horny Trans Shemales
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    BDSM TS Sissy Slave Orgasmic Compilation - Horny Trans Shemales
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    Kill that sweet butthole with a Dildo
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    Kill that sweet butthole with a Dildo
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    Sissy slut in pain
    SissyPropertyUk
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    First try for new plug and a bit bigger
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    First try for new plug and a bit bigger
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    Sissy Maid - Pain & Pleasure Bondage
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    Sissy Maid - Pain & Pleasure Bondage
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    The Pressure of Pain and Punishment
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    The Pressure of Pain and Punishment
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    young enby does wax play and anal for a vampire
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    young enby does wax play and anal for a vampire
    kit69lupin
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    Labor Pains
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    Nipple clamped shemale tied up with ropes and chains is vibred and cums twice
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    Nipple clamped shemale tied up with ropes and chains is vibred and cums twice
    MyLolaTrav
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    Urethral sounding and vibration of a caged and bound shemale
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    Urethral sounding and vibration of a caged and bound shemale
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    Sadistic vampire Mistress
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    BDSM TS Sissy Slave Rough Sex Compilation - Shemales Fucked Hard with Fetish Toys
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    BDSM TS Sissy Slave Rough Sex Compilation - Shemales Fucked Hard with Fetish Toys
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    TS_ScarlettRose struggles to take it!
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    TS_ScarlettRose struggles to take it!
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    dumb slut gets the belt for cumming without permission
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    dumb slut gets the belt for cumming without permission
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    I need the pain in my ass
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    I need the pain in my ass
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    cd tranny getting anal pain pounding by fucking machine
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    Selfuking
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    Mistress Cy IPL Hair Removal Punishment
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    Fifty Shades of FUCKED UP!! Advance Preview Trailer!!
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    Hot Crossdresser fucks herself with a massive homemade toy!!
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    Hot Crossdresser fucks herself with a massive homemade toy!!
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    No pain no sissy gain
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    Maso Bitch Rebecca
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    last week some long awaited toys finally arrive and i was eager to test them out part II
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